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Sigma-Aldrich

3-Nitrophthalic acid

99%

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Synonym(s):
3-Nitro-1,2-benzenedicarboxylic acid, m-Nitrophthalic acid, o-Nitrophthalic acid
Linear Formula:
O2NC6H3-1,2-(CO2H)2
CAS Number:
603-11-2
Molecular Weight:
211.13
Beilstein:
2054269
EC Number:
210-030-8
MDL number:
MFCD00007138
UNSPSC Code:
12352100
PubChem Substance ID:
24848350
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

mp

210 °C (dec.) (lit.)

solubility

water: soluble 5%, clear to slightly hazy, colorless to faint yellow or tan

SMILES string

OC(=O)c1cccc(c1C(O)=O)[N+]([O-])=O

InChI

1S/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13)

InChI key

KFIRODWJCYBBHY-UHFFFAOYSA-N

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General description

3-Nitrophthalic acid is a degradation product of isoxaben herbicide. It acts as ligand and forms rare-earth complexes.

Application

3-Nitrophthalic acid was used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Fan Zhang et al.
Guang pu xue yu guang pu fen xi = Guang pu, 29(10), 2773-2776 (2009-12-30)
A series of rare-earth compound RE2L2 (HL)2 (H2O)6 x 2H2O (RE=La, Nd, Eu, Tb, Er, Y) containing 3-nitrophthalic acid (H2L) ligand were synthesized from ethanol-water solution, and characterized and investigated by the element analysis, infrared and ultraviolet absorption spectra and
Hypervalent iodine reagents for the oxidation of alcohols and their application to complex molecule synthesis.
Tohma H and Kita Y.
Advanced Synthesis & Catalysis, 346(2-3), 111-124 (2004)
Clyatt E Drakeford et al.
Chemosphere, 50(9), 1243-1247 (2003-01-28)
Commercial production of ornamental plants is an important industry in the United States and involves a complex technology that includes the use of herbicides. Isoxaben[N-[3-(1-ethyl-1-methylpropyl)-5-isoxazolyl]-2,6-dimethoxybenzamide] is a pre-emergence herbicide used for controlling weeds in many areas including containerized ornamental plants.
En-Cui Yang et al.
Dalton transactions (Cambridge, England : 2003), 44(7), 3190-3199 (2015-01-13)
Four new 4-amino-1,2,4-triazole (atr)-based coordination polymers, {[Cu2(atr)(H2O)(μ-OH)2(pa)]·H2O}n (), {[Cu3(atr)2(H2O)2(μ-OH)2(npa)2]·2H2O}n (), {[Cu3(atr)5(dca)(μ-OH)(ClO4)2](ClO4)2}n () and {[Cu3(atr)2(H2O)(μ3-OH)(μ-OH)2(spa)]·1.5H2O}n () (pa(2-) = phthalate, npa(2-) = 3-nitrophthalate, dca(-) = dicyanamide and spa(3-) = 4-sulfophthalate), were successfully obtained by varying the carboxylate- and cyanide-modified magnetic bridges. Structural

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